$212 Find Cheap Flights from Hawaii to Chicago

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Chicago departing on 4/28. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Flight Deals

Cheap Flights from Hawaii to Chicago

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Hawaii to Chicago that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Hawaii to Chicago

Thu, May 7 - Sun, May 10
Southwest Logo
9:05 pm - 6:50 pm
HNL
-
ORD
16h 45m
1 stop
Southwest Logo
8:00 am - 9:05 pm
ORD
-
HNL
18h 05m
2 stops
$420Southwest
Wed, May 6 - Sun, May 10
Southwest Logo
9:25 pm - 6:35 pm
HNL
-
ORD
16h 10m
2 stops
Southwest Logo
7:15 pm - 9:50 am
ORD
-
HNL
19h 35m
2 stops
$425Southwest
Wed, Sep 9 - Sun, Sep 27
Delta Logo
9:26 pm - 2:00 pm
LIH
-
ORD
11h 34m
1 stop
Delta Logo
12:40 pm - 7:20 pm
ORD
-
LIH
11h 40m
1 stop
$434Delta
Sun, Sep 13 - Wed, Sep 23
Delta Logo
9:45 pm - 1:30 pm
LIH
-
ORD
10h 45m
1 stop
Delta Logo
12:40 pm - 7:20 pm
ORD
-
LIH
11h 40m
1 stop
$444Delta
Thu, Apr 30 - Mon, May 4
Alaska Airlines Logo
12:50 pm - 6:40 am
HNL
-
ORD
12h 50m
1 stop
Alaska Airlines Logo
8:50 am - 5:32 pm
ORD
-
HNL
13h 42m
1 stop
$474Alaska Airlines
Mon, May 4 - Thu, May 14
Alaska Airlines Logo
10:51 pm - 7:03 pm
OGG
-
ORD
15h 12m
1 stop
Alaska Airlines Logo
9:00 am - 9:30 pm
ORD
-
OGG
17h 30m
1 stop
$490Alaska Airlines
Thu, Apr 30 - Mon, May 4
Multiple Airlines Logo
10:51 pm - 1:13 pm
OGG
-
ORD
33h 22m
1 stop
Multiple Airlines Logo
8:50 am - 8:25 pm
ORD
-
OGG
16h 35m
2 stops
$492Multiple Airlines
Thu, Apr 30 - Mon, May 4
Multiple Airlines Logo
11:00 am - 6:40 am
OGG
-
ORD
14h 40m
2 stops
Multiple Airlines Logo
8:50 am - 10:10 pm
ORD
-
OGG
18h 20m
2 stops
$501Multiple Airlines
Thu, May 7 - Mon, May 11
United Airlines Logo
4:50 pm - 6:01 am
HNL
-
ORD
8h 11mnonstop
United Airlines Logo
1:43 pm - 8:09 pm
ORD
-
HNL
11h 26m
1 stop
$504United Airlines
Thu, May 7 - Mon, May 11
United Airlines Logo
7:55 pm - 11:53 am
HNL
-
ORD
10h 58m
1 stop
United Airlines Logo
1:43 pm - 8:09 pm
ORD
-
HNL
11h 26m
1 stop
$514United Airlines
Useful Info

Good to know

Low seasonJanuary
Cheapest flight$212
Best time to beat the crowds with an average 7% drop in price.
Most popular time to fly with an average 19% increase in price.
Flight from Lihue to Chicago Midway Airport

FAQs for booking flights from Hawaii to Chicago

  • How does KAYAK find such low prices on flights from Hawaii to Chicago?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Hawaii to Chicago.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Hawaii to Chicago?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Hawaii is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Hawaii to Chicago?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back to Hawaii with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Hawaii to Chicago?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from Hawaii up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
Saint Joseph
Hammond
Portage
Lansing
Valparaiso
Chesterton
Schererville
Munster
Porter
Monticello
Griffith
Saint John

Everything you need to know for your flight to Chicago

Cabin class types available on flights to Hawaii

Cabin classes available on flights to Chicago. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.